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Machel Montano’s ‘Like Ah Boss’ Documentary, 11 Years In the Making.

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Machel Montano’s dedication and undeniable work ethic are the core character traits many will have the chance to see, in the documentary, ‘Like Ah Boss’. The man, who, for over four decades, has worn the crown of King of Soca, says beyond 2026, he plans on shifting his focus to other aspects of music and life, which he knows is necessary at this time. The documentation of his 45- year career in Soca music, took his team 11 years to complete and still, Machel says, there are things that have been left out – things he will eventually include in a subsequent documentary.

In a brief Q&A following the screening on February 10th at Movie Town, Port-of-Spain, Machel said it has not been easy. “This was quite a challenge for us. It took us 11 years to do this and it’s just part of the story. This isn’t even the whole story. This is just what we could’ve done.” The 11- time Road March King added, “It was just like, wanting to share everything with everybody. We have a love, everybody you see on that screen is a love,” said Montano, as he highlighted the dedication of some of his closest team members – one of whom is Soul, who has been at his side since 1986. “That film was really putting out everything that we see, hear and feel – the only thing you couldn’t do was smell or taste, but you could feel it. For me, I was really proud of what they put together,” he said.

Describing seeing the final version of the documentary as a magical experience, Machel told the audience that throughout the process, he made every effort to facilitate whatever was needed by the crew, admitting that it was all he could do amid his extraordinarily busy life.

THE YEAR 2015 WAS PIVOTAL

‘Like Ah Boss‘ was shot primarily in the year 2015. It was a significant turning point for him – a year he had committed to refocusing his attention and removing himself from the International Soca Monarch competition. Machel had vowed to go out ‘Like Ah Boss,’ and that he did, winning the title and going on to perform at several fetes in the aftermath of his crowning moment.

Machel with his manager, Che Kothari who also directed the documentary alongside director, Bart Phillips.
PHOTO: ANIL MATHI

Manager, Che Kothari, in analyzing his experience with Machel over the years, said, “It’s quite ridiculous watching him. We live it everyday. We’re going through it again in this season – back to back to back to back – right after this, we go straight to another show. To document that and to show people the power that you have within – when you have a message and you want to share that with the world and you relentlessly work towards that, that’s something that I’m inspired to shoot,” he said.

Kothari was a professional photographer when he met Machel in 2014 and according to the entertainer, Che’s arrival into his life was the equivalent of answered prayer. He said during one of his moments of vulnerability, in an apartment in the US, having experienced setback, he wrote in his journal the type of person he needed to be his manager and that person proved to be Che Kothari. “We are living in, and creating history and it’s a real honor to be beside this man and to be able to support that,” said Che.

EXPERIENCING DOUBT, FACING CHALLENGES.

“I’m going through some tough times right now, trying to reach the top of the mountain,” said Machel quite frankly, when asked whether he has experienced doubt over the years. “It’s all through the documentary,” he said, noting that as it pertains to the documentary, there was doubt as to whether the film was good enough. “We still don’t think it’s at the quality for us to get it to Netflix because it’s so much old footage that we can’t really get it to look better, to be cleaner. I am the procrastinating perfectionist. This is the first one. There will be another. There’s the Machel Montano book and we’re already working on the next version,” he said, noting that 2025 into 2026 has been a period of tremendous challenge for him. “There is a part of this story that we didn’t tell that is actually very actively happening between 2025 into 2026 and that is probably one of the biggest challenges of my life and that will be told as soon as we finish carnival and hopefully by next year we’ll be able to tell that part of the story,” said Montano.

Machel says there is always doubt. “We are always positively dissatisfied,” he admitted, saying despite the team’s feelings, he hopes everyone will enjoy what has been created for his fans and Soca music lovers around the world.

A NEW DAY IS COMING.

Machel Montano has lived a full life and has won 11 Road March titles.
PHOTO : DEVIN ALLEN

A career that some have compared to that of International superstar, Michael Jackson, complete with highs, lows, celebrations and spectacles, Machel Montano says he has learnt and grown a lot over the years. “It’s fun to walk into your closet and put on something different, pretend to be somebody, role play but over the years, through all of that, I have realized that I really should be doing the opposite. Instead of putting on things, I should be taking things off,” he said, going on to explain that he has recently learnt that going inward, is the fastest way out.

Now, the entertainer says he has reached a point where he gets it, and he has nothing more to prove. “I have seen it all, done it all and I have it all, and when you have seen it all, done it all and have it all, you look up and you want to do what is needed.”

As to what is needed at this time, the artiste who recently acquired his Master’s Degree in Carnival Studies, said what is needed is for the children of his country, Trinidad and Tobago to be higher educated, “and not be fully dunce.” He went on to say that the country must also understand that oil and gas is not the richest resource. “It’s the people. It’s the talent. I am about to take that journey,” he said, referring to his plans to ensure that these needs are realized.

‘Like Ah Boss’ hits movie theaters in Trinidad and Tobago and Guyana on February 12th.


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Tobago’s Trendsetter Goofy, A Different Kind of Cultural Ambassador. Show Some Respect.

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As Tobago Carnival looms, one artiste who wears the hat of DJ as well, is being singled out as an example of cultural ambassadors who seldom receive the love and support they tremendously deserve.

Trendsetter Goofy, a Soca artist and international DJ from Tobago. In 2025, he took a significant step forward with his first European tour, including an appearance at Munich Carnival in Germany, where he represented Tobago, alongside performances in Frankfurt, Amsterdam and Rotterdam. His international appearances also extended to Toronto and Miami. His efforts have gone by relatively unnoticed by the general public at home in T&T.

In a statement shared by Marion Nwankwo, she notes there is a strong will to change this sad reality. “They pay out of their own pockets. They sacrifice time with their families, take leave from their jobs, face financial setbacks and travel thousands of miles, all to share the music and culture of Trinidad and Tobago with the world. Yet, too often, their stories go untold,” Marion says.

Noting that people like Trendsetter Goofy are “a different kind of cultural ambassador,” she says they are quietly making an impact. “These are the independent artistes and DJs who believe in their music so deeply that they are willing to invest their own hard-earned money, take personal risks and create opportunities for themselves when the industry does not open its doors for them,”she adds.

Trendsetter Goofy is Daren Phillips. This season, he released ‘Take Ah Drink’ on the Bumper Sticker Riddim. He followed that up with ‘This Is Life.’ Marion, in her statement said, “His story raises a question that deserves our attention. Why do we so often celebrate our culture on the world stage without giving enough recognition to the people who personally sacrifice so much to bring it there?”

Trendsetter Goofy, a Soca artist and international DJ from Tobago who is building his career through determination, personal investment and an unwavering commitment to his craft. His journey is a powerful example of the dedication required to represent his homeland internationally, often without the financial rewards or public recognition that such efforts deserve.

Last year, he took a significant step forward with his first European tour, including an appearance at Munich Carnival in Germany, where he represented Tobago, alongside performances in Frankfurt, Amsterdam and Rotterdam. His international appearances also extended to Toronto and Miami. “Behind these achievements were not only performances and travel, but also the realities of everyday life: arranging time away from work, making family commitments work, investing personal resources and dealing with opportunities that did not always go to plan,” shared Marion.

This heartfelt plea for consideration to the less publicly known creatives and cultural ambassadors comes as Tobago announces its first ever Road March competition on the island. It begs the question : Who are the Tobago artistes in the race and are the contenders all known to the public at large who will be in attendance at this year’s Carnival in Tobago?

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Terri Lyons: “It feels as Though We Are Losing our Icons Right Before our Eyes.”

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In the wake of news on Wednesday, October 21st, that Caypsonian, Brother Valentino has passed away, Calypso Queen, Terri Lyons has expressed deep sadness, saying she feels an immense sense of loss for the Artform and for her country, Trinidad and Tobago.

Brother Valentino was 85 years old. He was born in Grenada but moved to Trinidad and Tobago at the age of 5. His repertoire of Calypso classics included, ‘Life Is A Stage,’ ‘Barking Dogs’ and ‘Birds That Fly.’

Brother Valentino

Lyons, in a statement issued said, as a two-time Calypso Monarch who carries the profound honor of making history within the Calypso arena, she is deeply aware of the weight the title holds. “The National Calypso Monarch represents the global body of our sacred artform – a legacy built entirely on the backs of the many soldiers, warriors, and pioneers who laid the foundation for my generation to stand on,”she said. The ‘Obeah’ singer said, “It feels as though we are losing our icons right before our very eyes, watching the living library of our heritage depart.”

Extending her condolences to Brother Valentino’s family, close friends and the entire Calypso fraternity, Lyons added, “We have lost another true giant of the Artform. While we mourn here on earth, we take comfort in knowing he has peacefully transitioned, earned his wings, and joined the great calypso tent in the sky. May his music, his legacy, and his spirit live on forever through us. Rest in eternal peace.”

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